Title: Ski Vacations in Southern Highlands 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6049720/863f029a-8f37-4fb8-9617-394065d314b7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southern Highlands Ski Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Ski hotel deals in Southern Highlands Price found within the past 48 hours. Click for updated prices. ![YEHS Hotel Sydney Harbour Suites](https://images.trvl-media.com/lodging/1000000/430000/426200/426104/144baa87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### YEHS Hotel Sydney Harbour Suites Sydney Central Business District CA $1,745 per person Apr 24 - Apr 26 found 1 day ago Roundtrip flight included Vancouver (YVR) to Sydney (SYD) 8.2/10 Very Good! (2,388 reviews) Super friendly and helpful staff!!!! Reviewed on Jan 29, 2026 ![The Old Clare by Ode Hotels](https://images.trvl-media.com/lodging/12000000/11270000/11262400/11262386/a193e588_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Old Clare by Ode Hotels Chippendale CA $2,290 per person Apr 24 - Apr 29 found 6 hours ago Roundtrip flight included Toronto (YYZ) to Sydney (SYD) 9.2/10 Wonderful! (542 reviews) Great rooms, staff super helpful Reviewed on Dec 3, 2025 ![The Branksome Hotel And Residences](https://images.trvl-media.com/lodging/20000000/19630000/19627600/19627566/b54b7337_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Branksome Hotel And Residences Mascot CA $2,065 per person Apr 24 - Apr 29 found 6 hours ago Roundtrip flight included Toronto (YYZ) to Sydney (SYD) 9.2/10 Wonderful! (1,442 reviews) Internet connection is clunky, noisy can hear people talking in the corridor, entry door is too heavy to push Reviewed on Jan 26, 2026 ![The Ultimo](https://images.trvl-media.com/lodging/16000000/15700000/15696500/15696412/5704b338_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ultimo Haymarket CA $1,981 per person Apr 24 - Apr 29 found 6 hours ago Roundtrip flight included Toronto (YYZ) to Sydney (SYD) 8.8/10 Excellent! (1,000 reviews) Our stay at The Ultimo was great. Room was clean and comfortable, staff were friendly and the location is superb. Reviewed on Jan 15, 2026 ![25hours Hotel Sydney The Olympia](https://images.trvl-media.com/lodging/119000000/118740000/118734300/118734224/046344b4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 25hours Hotel Sydney The Olympia Paddington CA $1,843 per person Apr 22 - Apr 25 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Sydney (SYD) 10/10 Exceptional! (4 reviews) What a delightful respite from the heatwave outside. The funky design elements make the room really stand out without being offensive. The staff were super friendly and helpful. Comfortable bed and great shower! Also of note are the fabulous rooftop bar and Palomar restaurant which was pure 'chef's kiss'. Reviewed on Jan 11, 2026 Don't see what you're looking for? See all available trips from Columbus to Southern Highlands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SYD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in Southern Highlands Price found within the past 48 hours. Click for updated prices. ![25hours Hotel Sydney The Olympia](https://images.trvl-media.com/lodging/119000000/118740000/118734300/118734224/046344b4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 25hours Hotel Sydney The Olympia Paddington CA $1,843 per person Apr 22 - Apr 25 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Sydney (SYD) 10/10 Exceptional! (4 reviews) What a delightful respite from the heatwave outside. The funky design elements make the room really stand out without being offensive. The staff were super friendly and helpful. Comfortable bed and great shower! Also of note are the fabulous rooftop bar and Palomar restaurant which was pure 'chef's kiss'. Reviewed on Jan 11, 2026 ![Ace Hotel Sydney](https://images.trvl-media.com/lodging/76000000/75080000/75072100/75072085/88c29d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ace Hotel Sydney Sydney Central Business District CA $6,039 per person Mar 16 - Mar 21 found 8 hours ago Roundtrip flight included Abbotsford (YXX) to Sydney (SYD) 9.4/10 Exceptional! (753 reviews) Love the room. Love the location. Love the hotel. Special thanks to Chris fior making our stay so wonderful. Reviewed on Jan 24, 2026 ![Quest Woolooware Bay](https://images.trvl-media.com/lodging/93000000/92510000/92507600/92507600/119107f7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Quest Woolooware Bay Woolooware CA $2,293 per person Apr 5 - Apr 10 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Sydney (SYD) 9.6/10 Exceptional! (131 reviews) The accomodation was fantastic. Very clean and well appointed room. The only downside was the location. Unfortunately, the Woolooware Bay centre is a bit quiet. Lots of closed restaurants and shops. That said, if you have a car and don’t mind driving to restaurants, I would highly recommend. Reviewed on Jan 25, 2026 Don't see what you're looking for? See all available trips from Columbus to Southern Highlands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SYD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Southern Highlands Price found within the past 48 hours. Click for updated prices. ![YEHS Hotel Sydney QVB](https://images.trvl-media.com/lodging/32000000/31200000/31199500/31199461/d35c9f07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### YEHS Hotel Sydney QVB Sydney Central Business District CA $1,733 per person Apr 24 - Apr 26 found 1 day ago Roundtrip flight included Vancouver (YVR) to Sydney (SYD) 8.6/10 Excellent! (1,002 reviews) Convenient location and considerate staff Reviewed on Jan 28, 2026 ![YEHS Hotel Sydney Harbour Suites](https://images.trvl-media.com/lodging/1000000/430000/426200/426104/144baa87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### YEHS Hotel Sydney Harbour Suites Sydney Central Business District CA $1,745 per person Apr 24 - Apr 26 found 1 day ago Roundtrip flight included Vancouver (YVR) to Sydney (SYD) 8.2/10 Very Good! (2,388 reviews) Super friendly and helpful staff!!!! Reviewed on Jan 29, 2026 ![Ace Hotel Sydney](https://images.trvl-media.com/lodging/76000000/75080000/75072100/75072085/88c29d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ace Hotel Sydney Sydney Central Business District CA $1,785 per person Apr 24 - Apr 26 found 1 day ago Roundtrip flight included Vancouver (YVR) to Sydney (SYD) 9.4/10 Exceptional! (753 reviews) Love the room. Love the location. Love the hotel. Special thanks to Chris fior making our stay so wonderful. Reviewed on Jan 24, 2026 Don't see what you're looking for? See all available trips from Columbus to Southern Highlands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SYD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Southern Highlands #### What are some benefits when booking ski vacations in Southern Highlands? If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations. #### How can I book the best ski vacation in Southern Highlands? It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Southern Highlands, and think about the time of year that's best to visit. #### How can I find cheap ski vacations? Cheap ski vacations are readily available in Southern Highlands with some as cheap as CA $1,733\. You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out. #### Can I book ski packages? Yes, ski packages are readily available throughout Southern Highlands. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to 10 when you book your accommodation and your flight together. #### What should I consider when booking family ski vacations? The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Southern Highlands. #### Can I book all-inclusive ski vacations in Southern Highlands? Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Southern Highlands in advance. #### What's the best time of year to plan a ski trip? The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Southern Highlands's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high. #### How can I find the best deals on ski packages in Southern Highlands? When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing. #### Can I book a ski vacation that's fully refundable? Being fully refundable is a feature you'll find on several accommodation packages in Southern Highlands. You can even search for it explicitly using a filter for full refundability. #### Why should I book a ski vacation package with Expedia? When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to 10\. With Expedia Rewards, you can earn points towards your next booking. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Ski Vacation Destinations > - [Ski vacations in Whistler ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4115/Whistler) > - [Ski vacations in Banff ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4332/Banff) > - [Ski vacations in Mont Tremblant ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/55374/Mont-Tremblant) > - [Ski vacations in Jasper ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/8028/Jasper) > - [Ski vacations in Jackson ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180006/Jackson) > - [Ski vacations in France ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/59/France) > - [Ski vacations in Quebec ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180017/Quebec) > - [Ski vacations in Queenstown ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3611/Queenstown) > - [Ski vacations in Lake Louise ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/10115/Lake-Louise) > - [Ski vacations in Nelson ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6194600/Nelson) > - [Ski vacations in Kitzbuhel ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6346453/Kitzbuehel) > - [Ski vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/174/Switzerland) > - [Ski vacations in La Plagne ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6034464/La-Plagne) > - [Ski vacations in St Gervais ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3000402612/St-Gervais-Sur-Mare) > - [Ski vacations in Austria ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/11/Austria) > - [Ski vacations in Germany ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/64/Germany) > - [Ski vacations in Wengen ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6186871/Wengen) > - [Ski vacations in Ontario ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/2680/Ontario) > - [Ski vacations in Colorado ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/207/Colorado) ## More Vacations Ideas [Flights to Southern Highlands ](https://expedia.ca/Cheap-Flights-To-Southern-Highlands.d6049720.Travel-Guide-Flights)[ Southern Highlands Hotels ](https://expedia.ca/Southern-Highlands-Hotels.d6049720.Travel-Guide-Hotels)[ Southern Highlands Vacation Rentals ](https://expedia.ca/Southern-Highlands-Vacation-Rentals.d6049720.Travel-Guide-VacationRentals)[ Southern Highlands Car Rentals ](https://expedia.ca/Car-Rentals-In-Southern-Highlands.d6049720.Car-Rental-Guide)[ Southern Highlands Vacations ](https://expedia.ca/Southern-Highlands.d6049720.Destination-Travel-Guides)[ Things to do in Southern Highlands ](https://expedia.ca/Things-To-Do-In-Southern-Highlands.d6049720.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app